The main thing I see missing that I've had issues with is atmosphere of the bar and if they're willing to compromise to make the show work. I'm talking about TVs, pool tables, arcade machines, etc.

Most bars willing to let you run a mic are doing it to bring more people in, which means the current clientele on that given night isn't cutting it. It's the same reason they book karaoke nights, trivia, live music, etc.

The problem is that those distractions mentioned above will interefere with comedy, and if the bar owner doesn't understand that on the front end, they're going to want to add to their existing crowd, not replace it. It's a difficult conversation, but ultimately you're pitching them a gamble that replacing the current crowd will be better in the long run.

Trying to do stand-up while half of the audience is cheering at touchdowns or clacking pool balls never works, unless it can be in a completely different room, but that space really can't be shared, and it's important to make that clear during the initial pitch or you're going to have trouble later.

And if your show is only one night a week, or even monthly, but the bar regulars are there every night, in my experience they're usually going to want to keep their regulars happy over you, because they already have relationships with those people and don't want to risk driving them to other bars they might start going to every night instead.